[16-Acetyloxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-(2-methylbut-2-enoyloxy)-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 2-methylbut-2-enoate

Details

• Internal ID: 8cfbe853-1896-4d40-9e2a-bf9c4f26e52c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
• IUPAC Name: [16-acetyloxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-(2-methylbut-2-enoyloxy)-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CCC2(C3C1(OC24CC5C6CN7CC(CCC7C(C6C(C(C5(C4C(C3)OC(=O)C)O)OC(=O)C(=CC)C)O)(C)O)C)O)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CCC2(C3C1(OC24CC5C6CN7CC(CCC7C(C6C(C(C5(C4C(C3)OC(=O)C)O)OC(=O)C(=CC)C)O)(C)O)C)O)C
• InChI: InChI=1S/C39H57NO11/c1-9-20(4)33(43)49-28-13-14-35(7)26-15-25(48-22(6)41)31-37(35,51-39(26,28)47)16-24-23-18-40-17-19(3)11-12-27(40)36(8,45)29(23)30(42)32(38(24,31)46)50-34(44)21(5)10-2/h9-10,19,23-32,42,45-47H,11-18H2,1-8H3
• InChI Key: UKKUSFKPFVXOJD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₇NO₁₁
• Molecular Weight: 715.90 g/mol
• Exact Mass: 715.39316163 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7230	72.30%
Caco-2	-	0.8487	84.87%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4632	46.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8963	89.63%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9072	90.72%
P-glycoprotein inhibitior	+	0.7794	77.94%
P-glycoprotein substrate	+	0.6242	62.42%
CYP3A4 substrate	+	0.7442	74.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8447	84.47%
CYP3A4 inhibition	-	0.9518	95.18%
CYP2C9 inhibition	-	0.9038	90.38%
CYP2C19 inhibition	-	0.9006	90.06%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.8889	88.89%
CYP2C8 inhibition	+	0.6804	68.04%
CYP inhibitory promiscuity	-	0.9593	95.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4730	47.30%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9171	91.71%
Skin irritation	-	0.7255	72.55%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	-	0.6578	65.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4062	40.62%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5068	50.68%
skin sensitisation	-	0.8531	85.31%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.8476	84.76%
Acute Oral Toxicity (c)	III	0.4760	47.60%
Estrogen receptor binding	+	0.7474	74.74%
Androgen receptor binding	+	0.7497	74.97%
Thyroid receptor binding	-	0.5231	52.31%
Glucocorticoid receptor binding	+	0.7053	70.53%
Aromatase binding	+	0.6971	69.71%
PPAR gamma	+	0.7617	76.17%
Honey bee toxicity	-	0.6377	63.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5845	58.45%
Fish aquatic toxicity	+	0.8943	89.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.71%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.79%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.26%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.33%	93.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.03%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.90%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.87%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.65%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.59%	82.69%
CHEMBL259	P32245	Melanocortin receptor 4	87.36%	95.38%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.65%	97.28%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.55%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.30%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.96%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.49%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.47%	99.23%
CHEMBL4302	P08183	P-glycoprotein 1	85.45%	92.98%
CHEMBL340	P08684	Cytochrome P450 3A4	85.34%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.75%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.59%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.33%	89.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.28%	95.36%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.01%	91.07%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.70%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.67%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.32%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	82.59%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.91%	95.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.14%	89.50%

Plants that contains it

• Veratrum dahuricum
• Veratrum maackii

Cross-Links

• PubChem: 162884732
• LOTUS: LTS0154021
• wikiData: Q105274638